| Gone | John Hiatt | 2:57 | |
| Cricket's Creed | Sam Doores, Riley Downing, The Tumbleweeds | 7:20 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Twin City Mini | Fred Eaglesmith | 2:18 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Rendezvous USA | Terry Allen | 2:45 | |
| Give Back The Key To My Heart | Sir Doug & The Texas Tornados | 2:47 | |
| Things Ain't What They Used to Be (And Probably Never Was) | Larry Jon Wilson | 2:59 | |
| I'm Gonna Teach You | Daniel Romano | 2:35 | |
| The Girl Who Danced Oklahoma | Terry Allen | 4:18 | |
| I'm Just an Old Chunk of Coal (But I'm Gonna Be a Diamond Someday) | Billy Joe Shaver | 2:01 | |
| Burden of Freedom | Kris Kristofferson | 3:21 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Sweet Dream | John Hiatt, Jerry Douglas | 4:28 | |
| Mama Bake a Pie (Daddy Kill a Chicken) | Drive-By Truckers | 3:19 | |
| Ohoopee River Bottom Land | Larry Jon Wilson | 3:41 | |
| The Road | Danny O'Keefe | 3:49 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| I Just Left Myself | Terry Allen | 2:09 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Unlock more with Songs Like X Pro |
| Mountain Roads | Allan Wachs | 4:19 | |
| Don’t Drink The Water | Justin Townes Earle | 4:41 | |
| La Despedida (The Parting) | Terry Allen | 5:03 | |
| Five Hearts Breaking | Alejandro Escovedo | 4:10 | |
| I Love Leaving | Jonny Fritz | 3:26 | |
| My One Desire | Freakwater | 2:28 | |
| Cocktails for Three | Terry Allen | 2:57 | |
| Midnight Special | Willie Watson | 4:38 | |
| Same Blood as Mine | The Deslondes, Riley Downing, Sam Doores | 3:28 | |
| Gold Dust Woman - Remastered | Waylon Jennings | 4:00 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Gulf Road | James McMurtry | 4:31 | |
| Southern Lady | Doc & Merle Watson | 3:36 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| Tuscon, Arizona | Link Wray | 4:18 | |
| Sing Me Back Home | The Flying Burrito Brothers | 3:50 | |
| Skip A Rope | Logan Ledger | 3:47 | |
| At The Crossroads - Alternate Mix | Sir Douglas Quintet | 4:37 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| The Ballad Of Edward Abbey | Tom Russell | 4:36 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |
| Corner Street Bar | Dillard & Clark | 3:33 | |
| I Went out of My Way - Live | Will Bradley & His Orchestra, Terry Allen | 4:54 | |
| Driving Wheel | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 3:46 | |
| Jaws Of Life | James McMurtry | 5:34 | |
| In The Plan | Dillard & Clark | 3:00 | |
| Ride 'Em Jewboy | Kinky Friedman | 5:38 | |
| I'm A One Woman Man | Steve Young | 2:13 | |
